Nabitan

Nabitan (nabutam, benzopyranoperidine, SP-106, Abbott 40656) is a synthetic cannabinoid analog of dronabinol (Δ⁹-tetrahydrocannabinol) and dimethylheptylpyran.^[1] It exhibits antiemetic and analgesic effects, most likely by binding to and activating the CB₁ and CB₂ cannabinoid receptors, and reduced intraocular pressure in animal tests, making it potentially useful in the treatment of glaucoma.^[2]

Nabitan

Clinical data
Other names	Nabutam, benzopyranoperidine, SP-106, Abbott 40656
Drug class	Cannabinoid
ATC code	none
Identifiers
IUPAC name 5,5-Dimethyl-8-(3-methyloctan-2-yl)-2-(prop-2-yn-1-yl)-1,3,4,5-tetrahydro-2H-[1]benzopyrano[4,3-c]pyridin-10-yl 4-(piperidin-1-yl)butanoate
CAS Number	66556-74-9 Y
PubChem CID	39503
ChemSpider	36117 Y
UNII	JO7BOR6B3O
CompTox Dashboard (EPA)	DTXSID40867230
Chemical and physical data
Formula	C35H52N2O3
Molar mass	548.812 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(Oc2cc(cc1OC(C\3=C(/c12)CN(CC/3)CC#C)(C)C)C(C)C(C)CCCCC)CCCN4CCCCC4
InChI InChI=1S/C35H52N2O3/c1-7-9-11-15-26(3)27(4)28-23-31(39-33(38)16-14-21-36-19-12-10-13-20-36)34-29-25-37(18-8-2)22-17-30(29)35(5,6)40-32(34)24-28/h2,23-24,26-27H,7,9-22,25H2,1,3-6H3 Y Key:MCVPMHDADNVRKF-UHFFFAOYSA-N Y
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Nabitan has the advantage of being water-soluble, unlike most cannabinoid derivatives, and was researched for potential use as an analgesic or sedative,^[3] although it was never developed for clinical use and is not currently used in medicine, as dronabinol or nabilone were felt to be more useful. However, it is sometimes used in research into the potential therapeutic applications of cannabinoids.

See also

• A-40174 (SP-1)
• A-41988
• Dimethylheptylpyran
• Menabitan